THE ISLANDS

Main Port: Merichas
Kythnos remains wonderfully authentic, known for its natural hot springs, charming whitewashed villages, and over 90 beaches, many accessible only by boat. Life moves slowly here, ideal for sailors who appreciate simplicity, privacy, and nature. It’s a peaceful island of untouched beauty and warm hospitality.

Highlights:

• Relaxing in Loutra’s seaside thermal hot springs.
• Anchoring at Kolona Beach’s unique double-sided bay.
• Exploring Dryopida village and its spectacular Katafiki Cave.
• Enjoying local cheese dishes and baked pies.

Historical Landmarks: Katafiki Cave, historical trails connecting ancient settlements.

Hidden Gems:

• Panagia Kanala – Pine-covered monastery overlooking quiet beaches.
• Traditional Pottery Workshops – Visit artisans in Dryopida crafting pottery.
• Thermiotiko Cheese Tasting – Sample this distinctive local cheese in village tavernas.

Main Port: Ermoupoli
Syros, capital of the Cyclades, combines elegant neoclassical architecture and vibrant cultural life with serene beaches and charming villages. Ermoupoli’s bustling port provides a lively yet sophisticated welcome, while hilltop Ano Syros offers quaint medieval charm. This cosmopolitan yet relaxed island invites exploration beyond the usual paths.

Highlights:

• Strolling through the historic alleys of Ano Syros.
• Swimming beneath mansions at Vaporia’s picturesque sea platforms.
• Discovering Grammata Bay’s ancient sailors’ inscriptions.
• Tasting San Michali cheese and sweets in Ermoupoli’s markets.

Historical Landmarks: Apollo Theater, Saint George Cathedral, Ano Syros medieval quarter.

Hidden Gems:

• Rebetiko Music Evenings – Experience live music sessions in Ano Syros tavernas.
• San Michali Cheese – Visit local markets to taste this rare, aged cheese.
• Agios Stefanos Chapel – Secluded seaside chapel accessible by boat or hike.

Main Port: Livadi
Serifos captivates sailors with its dramatic landscape of golden cliffs, countless hidden coves, and quiet beaches. The stunning hilltop Chora overlooks tranquil Livadi harbor, exuding charm and simplicity. History meets nature here, offering rugged adventures and quiet escapes in equal measure.

Highlights:

• Hiking to the fascinating abandoned mines at Megalo Livadi.
• Swimming at pristine Psili Ammos beach, one of Greece’s most beautiful.
• Exploring the cliffside chapel and twin coves at Agios Sostis.
• Tasting rare underground-aged Lakkou cheese.
  

Historical Landmarks: Megalo Livadi mining museum, Chora’s Venetian castle ruins, Gria Castle.

Hidden Gems:

• Agios Sostis Cove – Twin turquoise coves and cliffside chapel.
• Local Lakkou Cheese – Aged underground cheese unique to Serifos.
• Mining Museum – Small museum detailing Serifos’ fascinating mining history.

Main Port: Parikia
Paros perfectly blends Cycladic beauty, historical depth, and vibrant village life. While its main towns bustle with energy, hidden trails and quiet coves await exploration. Paros invites sailors to enjoy its rich history, delightful cuisine, and abundant natural charm at a relaxed pace.

Highlights:

• Hiking the Byzantine Road from Lefkes to Prodromos.
• Anchoring at turquoise lagoons around Panteronisia islets.
• Visiting ancient marble quarries at Marathi.
• Sampling local Parian cheeses and seafood in charming seaside tavernas.
  

Historical Landmarks: Church of Panagia Ekatontapiliani, ancient marble quarries of Marathi, Venetian fortress ruins in Naoussa.

Hidden Gems:

• Aliki’s Abandoned Hotel – Open-air graffiti art gallery amidst abandoned ruins.
• Pirate Festival (Naoussa) – Colorful re-enactment event each August.
• Routes in Marpissa Festival – A charming traditional arts and culture festival.

Main Port: Kamares
Known as the culinary heart of the Cyclades, Sifnos is famed for its gastronomy, pottery, and pristine landscapes dotted with whitewashed chapels. Quiet trails lead to secluded beaches and ancient ruins, perfect for serene explorations. The island’s peaceful ambiance and exceptional food create a memorable sailing destination.

Highlights:

• Walking to the dramatic Church of Seven Martyrs near Kastro.
• Visiting traditional pottery workshops in Artemonas.
• Relaxing on the remote Fikiada Beach, accessible only by hike or boat.
• Participating in local summer panigiri festivals.
  

Historical Landmarks: Ancient village of Kastro, Chrysopigi Monastery, Prophet Elias Monastery.

Hidden Gems:

• Summer Panigiri Festivals – Vibrant community celebrations with local food and music.
• Manoura Cheese – Rare goat cheese uniquely aged in wine sediment.
• Decorative Pottery Chimneys – Unique ceramic rooftop art found throughout island villages.

Main Port: Naxos Town
Naxos, the largest Cycladic island, blends lush landscapes, mountainous terrain, and historical wonders with endless beaches. Rich in local traditions, it offers travelers authentic experiences from quiet village life to vibrant coastal activities. Naxos warmly welcomes explorers eager to venture off typical tourist paths.

Highlights:

• Hiking to the summit of Mount Zas for expansive views.
• Exploring Apeiranthos, famed for its marble streets and artisan traditions.
• Snorkeling at the spectacular Rina Sea Cave.
• Visiting the cedar forest and abandoned art-covered hotel at Aliko.
  

Historical Landmarks: Temple of Apollo (Portara), Temple of Demeter, ancient Kouros statues near Apollonas and Melanes.

Hidden Gems:

• Vallindras Kitron Distillery – Historic citron liqueur distillery in Halki village.
• Koronos Emery Mines – Exploring remnants of Naxos’ unique emery-mining heritage.
• Matina & Stavros Tavern (Koronos) – Exceptional local mountain dining experience.

Main Port: Antiparos Town
Antiparos offers sailors a delightful, laid-back escape, famed for its easy-going charm, hidden coves, and crystal-clear waters. The quaint main village buzzes gently with life, offering simple pleasures without pretense. It’s an ideal place for those seeking both adventure and relaxation in an authentic Greek island setting.

Highlights:

• Exploring the impressive stalactites of Antiparos Cave.
• Sailing to the archaeological treasures and secluded beaches on Despotiko Island.
• Snorkeling in the hidden sea caves of Fokospilies.
• Cycling quiet backroads to discover isolated coves.

Historical Landmarks: Antiparos Cave (with inscriptions dating from ancient times), ancient Sanctuary of Apollo on Despotiko Island.

Hidden Gems:

• Feast of Agia Marina (July) – A lively local festival with traditional music, food, and dancing.
• Cine Oliaros Open-Air Cinema – Charming movie nights beneath the stars.
• Secret Beaches near Faneromeni – Hidden, tranquil beaches known only to locals.